Emily's Dilemma

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Emily's Dilemma Page 5

by Gabriella Como


  "Here's to having fun," he said with a sly smile. "Let's go out back." Although still early spring and chilly, there were outdoor heaters spreading warmth. He saw her eyes had found the hot tub with its underwater lights that changed colors every few seconds.

  "Here, let's put our stuff in the pool house. Then a little hot tub first to relax, okay?" he said with a smile. They walked into the pool house. It was lavishly furnished and the lights were low. "Put your stuff here. I'll meet you in the tub, okay?" He pulled off his t-shirt and dropped his shorts, revealing a growing member with an unusually sized mushroom-capped head. "Bring your wine," he added. He opened the sliding door and walked out and into the hot tub.

  Emily slowly took off her top, undid her lacy bra, and laid them over one of the rattan chairs. She then pulled down her pants and laid them gently over the chair. Next, she slipped off her lacy underwear. Taking a long drink from her cabernet, she slowly walked out through the open sliding doors and to the hot tub. Mitch Jr. was already in the hot tub and was positioned to watch her entrance. His eyes went up and down her fit, naked body.

  "Ohmigod," he said under his breath. He had a full erection now that she could see as the underwater lights highlighted his enormous penis head. "Please join me," he said. She walked down the steps into the bubbling warm water as Mitch's eyes took in her body at close range. The warm water felt good on her skin. Her nipples hardened in the cool air, but relaxed in the water. The hot tub was large, designed for a dozen people, and was deeper than the everyday type. Mitch was standing in the middle of the tub, the water level coming to his chest.

  "Cheers," Mitch said as he clinked her glass again. Her breasts bulged above the roiling water line. He moved closer to her, taking one last deep gulp of his gin and tonic, and put it on the stone tiled decking around the tub and pool. She knew he was coming close to touch her, so she did the same–a long last drink of her cabernet. Here we go, she thought to herself. Hands now free, he approached her and grabbed her full breasts in his hands, squeezing them and moving them around. Her hands, also free, were kept out to each side, suspended at the water line. He moved his hands around to her firm buttocks and squeezed them. His erect penis was touching her lower belly. Its large head was out of proportion to its shaft. He pulled her close and kissed her hard. Mitch's hold on her buttocks became a grip. He sucked her breasts hard. He reached down between her legs and inserted two of his fingers. She winced. He noticed it wasn't a reaction of pleasure but of pain. This was going to be fun, he thought to himself, and thanked his father in his mind for this extraordinary gift.

  "Let's go into the pool house and dry off," he commanded. She got out first and as she climbed the steps he took in her wet, beautiful buttocks with his eyes. He followed, his erection bouncing with each step. He handed her a towel and grabbed one for himself. They toweled themselves off until dry. She turned to him with an emotionless face. Her look excited him. He noticed she kept a mental distance that excited him. He would change that look to one of appreciation. He had had plenty of tramps and cheap hookers who had big smiles on their faces because they were getting fucked for money. Here was a girl who obviously didn't share the same attitudes. He guessed she was fresh to the business and that further excited him. How fresh, he didn't know. He was going to find out.

  He sat her down on a rattan chair with expensive upholstered cushions. At the perfect level to her mouth, he brought his unusual erection to it, and forced it into her mouth. She took it with a gulping sound. She's never sucked cock before, Mitch Jr. realized. Oh, this was going to be good. His mushroom-capped penis stretched her virgin lips wide. He rammed his penis in as far as he could. Emily choked and pulled back. He entered her mouth again, forcing it into the back of her mouth. Again she choked. He grabbed her blonde hair together and moved her head back and forth. Her warm, wet mouth felt so good on his member. The thought of this beautiful, young novice was exhilarating to him and his penis grew that much harder. The sounds of her slurping him made him moan. He was in control of her. All she had to do was keep her mouth full of him. His moving her head increased in speed as his moaning rose. He hadn't decided what he wanted to do with his orgasm; he just loved this feeling. He watched as his erect penis slid in and out of her mouth. Believing that this Kimber had never sucked a penis before, she would then never have had experienced the taste of semen. He thought he would give her that education. He continued sliding his funny-looking member in and out of her wet mouth. Each slide heightened his pleasure. His eyes gradually closed and his head tilted up as he approached his climax. He pulled out, grabbed his erection and furiously stroked it. He forced his eyes open to watch himself. With a deep, guttural groan, he released his first pump of his thick, white cream into her face, splashing it with such force that it sprayed in all directions. His next pumps found other parts of her head and hair, creating different patterns. His final few pumps were aimed intentionally at her young, firm breasts, where he coated them with his milky emission.

  He was satisfied with his work. He watched her face for any trace of emotion. She offered none. She was trying to breathe through the thick coat of white semen that enveloped her face. He pushed his purplish member back into her mouth so she could taste it. He looked closely for any sign of disgust on her face. He saw none.

  "Suck me until I'm clean, Kimber. Now," he commanded. No longer did he want to move her head and do the work for her. He was adamant about her doing it. It excited him. He waited for her to move along his shaft. She eventually did, much to his enjoyment. This is what you have to learn, he thought. I'm teaching you how to suck cock. They should be paying me instead.

  He waited to see what she would do next. He felt a power he never felt before. He was with a beautiful young girl who has never had a cock in her mouth. Sure, he was as turned on about the idea as he was ever before. He enjoyed being in the dominant role. It was new to him. His previous sexual experiences were usually with seasoned hookers, of which he had many. He didn't have to teach them; in fact, he learned quite a bit from them, and wondered how they learned. This Kimber was different, and he realized his dad bought her for a reason. Mitch Sr. knew what he was doing, and always watched out for Junior. Mitch Jr. couldn't thank his father enough. He would have to tell him later, when he got home. Or call him the next day. His father set it up so they could be at the Senior's house. Mitch Jr. didn't know why exactly, and wasn't about to question it. After all, it was a spectacular house and the pool and spa area were ideal for such a tryst. There was another reason why Senior wanted it there, but it was unknown to Junior. Mitch Jr. led Emily to an outdoor shower where he turned on the water until it got to a warm temperature.

  "Shower off here. Here's some shampoo. Towels over here. I'll be in the poolhouse making another drink. You want another red wine?" he asked.

  "Yes," was all she said. She had so much of him on her face she couldn't wait to wash it off, but she refused to appear disgusted. In fact, she remembered what Laura had told her: "Do not let him know you're disgusted, but also don't act like you actually like it. That then defines you as a cheap hooker. And they will know. And your price will drop like a rock. Show no emotion at this stage, and you will make enough money for a lifetime. And your career does not have to be long." She loved Laura, and thought she was one of the smartest and kindest women she ever knew.

  She returned to the pool house and Mitch Jr. with the towel around her. She knew this would be an opportunity for Mitch to undress her. Always look virginal or chaste whenever you can, Laura told her. A white terry cloth towel covering her breasts and buttocks had the desired effect on Mitch. He offered her the cabernet, clinked glasses together again, and leaned on the bar. She leaned too. She was a bit more comfortable now, even after the first erect penis in her mouth, and after the first ejaculation on her face in her lifetime. Laura showed her videos of cocksucking and facial ejaculations. Laura wanted Emily to know what happened, so as not to be surprised and react in a negative way. Laura taught her
how to handle when a man wants to ejaculate on a woman's face. She taught her to close her eyes while it happened. Laura taught her how to breathe through it. She got through this experience, as disgusting and humiliating as it was. But now, she knew that a funny-looking penis was going to penetrate her, and although Laura's videos helped prepare her, she had no idea of how it was going to feel.

  Mitch Jr. spent time making idle conversation with Emily. In fact, all he was doing was recovering from his mind-blowing orgasm and letting his body refill whatever bodily receptacles needed refilling so he could do it again. Mitch asked a lot of questions, to which the trained Emily had answers or non-answers for: where do you live, do you go to college, where do you come from, does your parents know what you're doing, etc. Emily offered enough to call it conversation, but no more. This kept Mitch interested, as he was realizing this Kimber was unlike anyone he ever met. She was young and inexperienced, but almost on purpose. As if designed that way to meet a special need at a special time, never to be really the same again. He began to think he might want to see her again, but that would mean paying what probably was a premium price, and he was still in school. He knew his father spent a ton on her, but didn't know how much, and probably wouldn't do it again. His curiosity with her led to a frustration that he might never have the opportunity again with her. He asked the kind of questions designed to skirt around the business and privacy rules of her current career, to see where she lived, or what school she went to, so he could see her outside of her job and maybe make something–anything–happen with the two of them. But such are the dreams of young males in heat.

  Now he was ready for the next round. He was glad he got to see his load of semen all over Emily. He was very proud of his capacity, and often told girls about it, hoping they would want to see it in person. Few but the sluttiest ever took him up on it.

  Emily was now clean and dry, and was composed. She still wore the towel around her as she leaned against the bar holding her glass of wine. Mitch tore off his towel to reveal his growing member. In all the videos Laura showed Emily, no man had ever had such a head on his penis as did Mitch. Freakishly grotesque, thought Emily. Mitch's sudden nakedness announced that it was time to do some more business. The look in his eye turned aggressive, and that unnerved Emily. He tore Emily's towel off and threw it behind him. He looked at her clean, youthful body, no longer bearing his semen trails. He got immediately excited, and blood filled the chambers in his penis. He firmly led her to the teak dining table and pushed her over it. Her buttocks stuck out. He took them in with his dark eyes. He brought his penis between her legs. Emily, at this point, knew this was the moment of truth. This would hurt. She reached down to help guide his penis into the small opening. She was not wet at all. She quickly moistened her fingers to try and lubricate the area. It helped, but more was needed. Thinking fast, she turned around and asked Mitch if he had any suntan oil around. He found some and gave it to her. She took it, poured some on her hand, and took his massive mushroom-capped penis and rubbed the oil all over it, to his delight. This was going to save her some pain, she thought. So let it happen now.

  She returned to her position over the dining table, with her beautiful buttocks up in the air, and Mitch's unique erection pointing at them. She rubbed the excess oil between her legs, and guided Mitch in. He let out a gasp as the tip entered her, but there was resistance. And the resistance felt good to Mitch, as it promised a tight entry. Gradually, a little more of his member entered and he could not believe how tight this Kimber was. He gasped again as another inch of him found its way in. This was unbelievable. Mitch was used to oft-used women, and hadn't had the experience of such a fresh girl. He knew this was Emily's first time. He couldn't believe his father bought him this gift. He found his way in another inch. Another wave of tingling and sensation came over him as he slowly came in and out. At this point, he was gentle with his motion. This feeling was so good.

  He could now feel her natural juices on his member. They were there, just deep inside her. They mixed with the oil to increase the lubrication. They felt incredible on his penis as he found his way in another inch. He was almost all the way in now. His motion grew in speed just a little. He felt the lubrication do its work. He was almost all the way in. As soon as he felt he was all the way in, he would let his natural instincts take over. It took some time to enter this Kimber, he thought, but she's the tightest he's ever had. She will be the best he's ever had.

  To Emily, it was painful, but not as bad as she anticipated. She thought Mitch's giant penis head would not fit in her, but it did to her amazement. She did not like the sensation, but it was less uncomfortable than she thought. Her firm buttocks bounced each time Mitch's member plunged into her. His motion increased dramatically. The natural juices worked to lubricate Emily, making it less painful. Her tightness drove Mitch crazy. His panting grew into a groan, which grew into a long moan. Mitch's penis began to harden like never before. The tightness in the base of his penis signaled his release was imminent.

  He plunged into her, releasing his incredible load of semen, timing his pumps with each hip thrust. His face was contorted and purple-red. He spit saliva every time he exhaled, unaware of what he looked like. Emily was bent over on the wooden table, her head resting on her arms, which softened the shock of the blows she was receiving. Gradually, the pumping subsided, the thrusts diminished, and the strange-looking penis inside her softened, easing some of the pressure inside her. His animal grunts became soft moans. His shaking hands grabbed her narrow hips for support, so he wouldn't collapse. Nearly unconscious from the most powerful orgasm of his life, Mitch Jr. fell back slightly before catching himself, pulling his softening erection out from Emily.

  A milky-white torrent of thick cream followed his penis out. The oversized mushroom cap of his penis with its flared rim seemed specifically designed to remove all the semen he had just delivered when he pulled out of her. Rivers of his semen found their way down her legs and onto the stone tile flooring of the pool house where they puddled around her feet.

  She had made it. Her first time was over. She survived.

  Chapter 7

  The conference was going well, and the pharmaceutical businesses that needed exposure for new products and innovations got it. The booth displays were modern, arching designs with video screens flashing product images and pictures of happy, healthy patients. On the floor, sales reps dressed in dark suits were animatedly making conversation with the professional attendees. Robert cheerfully made his way around, introducing himself to the professionals he didn't know, but usually having a group of admirers around him.

  His smartphone buzzed with an incoming call. He didn't recognize the number. He answered, "Hello, this is Robert."

  "Hello, Robert. My name is Mitch Ashton, Sr. You've met my son already. I understand he's already talked to you. I want to reiterate our intent to buy X-3850. We are very excited about it. But let me be blunt with you. I hope being honest and upfront with you will be appreciated. Yes, we intend to buy your drug. It fits our cardiac platform very nicely. We have the sales force and distribution channels in place for it to take off.

  "But there's a problem with it. No, it's not that it's ineffective; apparently from your Phase 4 trials, it looks like it's a winner. The problem that I have is that it hurts our long-term bottom line. Our drug is a lifelong drug that patients take. And pay for. Yours is a cure and is a one-time cost. We can't have that. Our shareholders need that revenue. I intend to buy your drug and put it to sleep as quietly as I can," Senior said matter-of-factly. Robert thought Emily was right about what they might do. Fool that I am, thought Robert to himself.

  Mitch Ashton, Sr. continued, "Also, I intend on buying it at a greatly reduced price. I have no intention of paying what our other competitors would pay for it. And you will accept my terms and the numbers that I offer you. I can do that because I have leverage. I will email you something that will make you cooperate in our purchase. Look, Robert, I'm a decen
t man. I want everyone to be happy. But you know in this business, it takes a competitive edge and the willingness to do the unexpected to gain share and keep the stock price high. Meanwhile, enjoy the conference. If I were you, I wouldn't be talking to any of my competitors about selling your drug."

  Senior hung up. Robert stood, stunned, looking at his phone when a "ding" sound came up. He opened up the new email. It was from Mitch, Sr. There was a video attached. He opened it up to see what looked like a young, naked Emily performing oral sex on a young, naked Mitch Ashton, Jr. in a pool house. Robert needed to sit down, but he needed to get off the floor of the conference. He needed to be alone. He raced to his room and closed the door behind him. His brain could not take it all in. Emily was having sex with Mitch from a video that obviously was about fifteen years old. Okay, he thought, that happens. I didn't know Emily back then. But I also didn't know that Emily knew Mitch back then. Does that have anything to do with today? Why would Senior feel he had enough to blackmail me into surrendering X-3850 at a low price? I'm falling in love with Emily, he thought, but they don't know that. He thought little of this blackmail attempt. Pretty weak, he thought. But why wouldn't Emily tell me about a previous relationship she had with Mitch, Jr.? That doesn't look right in the context of another company buying our drug. She should have disclosed that. Any relevant information needs to be out in the open.

 

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